
Family-friendly holiday rentals in Waynesville
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Waynesville
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

Tiny Home with Hot Tub Near Ft. Leonard Wood!
Experience the best of the Ozarks with a stay at this charming vacation rental home. This warm retreat boasts a large outdoor rec area, a well-appointed interior, a fully equipped kitchen with complimentary coffee & tea, and is a short 10-12 minute drive to Ft. Leonard Wood. In the heart of Pulaski County, this lodge is minutes away from the Roubidoux park/riverside walking trails, Old Stagecoach Stop, Hoppers Pub and Frog Rock. Head back home for an evening soak in the hot tub under the stars.

Family-Friendly 4BR | 5 min to Fort Leonard Wood
Stay 5 minutes from Fort Leonard Wood’s main gate in this spacious 4-bedroom home designed for families, graduation visits, and military travel. Relax on the private deck, grill dinner in the fenced backyard, and start your morning with fresh coffee from the complimentary coffee bar. Why Guests Love This Home ✔ 5 minutes to Fort Leonard Wood main gate ✔ Spacious 4-bedroom layout for families & groups ✔ Fully fenced backyard ✔ Private deck with propane grill ✔ Coffee bar ✔ Quiet neighborhood

Domicile at Fort Leonardwood
Forget your worries in this spacious and serene home with easy 5min access to Fort Leonardwood. Absolutely ideal for family visiting a graduating military member from one of the many training commands. Whether you explore the famous route 66 that runs through Waynesville, MO, the Army Engineer Museum, or just want a place for your soldier to relax with family, the Domicile at Fort Leonardwood will be a great experience. Parking for large vehicles, RV's, and trailers. Accommodates 8 adults.

Affordable Apt w balcony near Ft Leonard Wood
Get you kicks on Route 66! Enjoy easy access to everything from this centrally located downtown apartment on Route 66. Shops, restaurants and bars are a short walk away. Enjoy fishing in the Roubidoux spring, a walk in the waynesville city park, visit museums or explore nearby trails. We are approx 5 miles from Fort Leonard Wood. The apartment is secured with no public access to the individual units. Guests must be buzzed in. Be our guest! The unit is smoke & pet free. NO smoking allowed

Hoover House: Your Fort Wood Sanctuary
Welcome to Hoover House, your perfect getaway just 10 minutes from Fort Leonard wood in St. Robert Missouri! This spacious 3-bedroom, 2-bath home, comfortably accommodates families and groups. Enjoy a fully equipped kitchen, a cozy living area, and a backyard ideal for relaxing after a day of adventures. Each bedroom is thoughtfully furnished for your comfort, ensuring a restful stay. Explore nearby attractions, or unwind in the peace of our neighborhood. Looking forward to hosting you!

Luxury Cabin Sleeps 6 w/ Hot Tub and Outdoor Movie
Welcome to our Beautiful Luxury Cabin in the Woods—more than just a place to stay, it's an unforgettable experience. Nestled on 9 private acres, this custom-built, Scandinavian-inspired retreat offers the perfect blend of comfort and adventure. While the property features just one other guest cabin nearby, there are NO SHARED AMENITIES, ensuring you have complete privacy during your stay. The cabin is near Onondaga State Cave Park, Meramec River, Float Trips, Wineries and local dining.

Cabin in the Sky
Take it easy at this unique and tranquil getaway overlooking the breathtaking Gasconade river valley. This cabin has many features and was specifically designed to accommodate the view. Large outdoor space with dining table, grill and extra seating. Close proximity to Fort Leonard Wood. Also minutes from public boat ramp and public hunting land. Interior features Wi-Fi-,full kitchen, laundry. Family friendly--kids are welcome. Several family-friendly activities nearby in St. Robert.

Adventure Cabin - Close to Fort Leonard Wood!
Forget your worries in this spacious and serene space. Adventure Cabin is out in the country, but still close to Fort Leonard Wood and local amenities! Great place for basic training graduations or family get-togethers. Enjoy the amazing views off the back deck or spend the evening making memories while playing games in the huge game room! With thousands of acres of National Forest and a public river access right down the road, this cabin has a ton of options for outdoor activities.

The Highland GrainBin, Highland Cows, Firepit
Welcome to our charming boho-inspired Grain Bin Cabin, the Highland is ideal for 2-3 adults or 2 adults and 2 smaller children. Upstairs, you'll find a comfortable king bed in the loft, while downstairs features a cozy futon in the main living space. The full kitchen is equipped with everything you need. Full Bath with a walk-in shower downstairs. Experience a serene countryside getaway with breathtaking sunsets and peaceful surroundings, just moments away from Versailles.

Cozy Country Cabin1 king Suite beautiful pond view
Relax at this cozy place to stay. Only 10 miles from Fort Leonard Wood. 1 mile from the Pulaski co shrine club. Built 10/22. Enjoy this space that features a cute front porch With a beautiful view of our pond. Fire Pit. King Suite 1 bed, and vanity station in master room. Bathroom, full kitchen with coffee/Tea creamer, sitting and dining area. Perfect for couples, groups of two. This is a sister cabin if you’d like to check availability of cozy cabin 2 for larger groups.

Home away from Home
Reconnect with loved ones in this family-friendly place just minutes from Fort LeonardWood. Close to the Gasconade river, Mark Twain National Forest, and a short drive to Lake of the Ozarks and Bennet Springs state park. 3 cozy bedroom's, 1 king, 1 queen, 2 twin beds, and 2 full bathrooms. With a fenced in backyard for your furry family members. Outdoor fire pit with firewood included. Trampoline with enclosure, swings, and hammock for an outdoors retreat away.

VSM’s Retreat Near Ft. Leonard Wood
Our home is perfect for creating memories as you attend that special Service Member’s graduation/event or just visiting and passing by. We are close to I-44 with easy access to everything: 10 minutes to Fort Leonard Wood, 5-15 minutes to grocery stores and restaurants in Waynesville and Saint Robert. We are also located 30 minutes from Rolla, 60-90 minutes to Springfield, and about 2 hours to either St. Louis or Branson.
Popular amenities for Waynesville family-friendly rentals
Family-friendly home rentals with a hot tub

The Lucky Minnow • Pools, Hot Tub, Deck, Grill

Hot tub, golf cart, kayaks/SUP with lake access!

Hickman cabin

Rippling Point Lakefront House

Willie Acres: Hot Tub•Pool•Walking Trails

Exquisite Log Cabin with fabulous hot tub!

Secluded Stone Cabin w/ Wood-Fired Hot Tub

Cabin with Private River Access and Hot Tub
Family- and pet-friendly home rentals

Lakefront Cabin #1 and Fisherwaters Resort

Majestic Victorian | 4BR with 3 Ensuite Baths

Cozy two bed cottage near park, S&T & Fort Wood

Log Cabin at Meramec Farm

Delightful 1 bedroom peaceful tiny house

Rose Court

Entire private Glamping Yurt next to forest

2 bedroom cabin nestled in the Shady pines
Family-friendly home rentals with a pool

Kay's Cottage on Hole #16

Charming Lake Villa with boat slip in quiet cove

Lakefront Panoramic Hammock Retreat+Saltwater Pool

Tiny Paradise on the Quarry

Ozarks Themehouse! Arcade, Games, Views

Cozy Lakefront Condo, Amazing Lake View! 2bd/2bath

Lake Ozark, Waterfront Condo with Lake Views

Lake Front Condo with Amazing View
When is the best time to visit Waynesville?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $193 SGD | $192 SGD | $192 SGD | $173 SGD | $173 SGD | $193 SGD | $193 SGD | $193 SGD | $193 SGD | $192 SGD | $204 SGD | $196 SGD |
| Avg. temp | 0°C | 2°C | 7°C | 13°C | 17°C | 22°C | 24°C | 23°C | 19°C | 13°C | 7°C | 2°C |
Quick stats about holiday rentals that are family-friendly in Waynesville

Total holiday rentals
Explore 40 holiday rentals in Waynesville

Nightly prices starting at
Waynesville holiday rentals start at $115 SGD per night before taxes and fees

Verified guest reviews
Over 1,800 verified reviews to help you choose

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
40 of Waynesville holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Waynesville rentals

4.9 Average rating
Waynesville stays are highly rated by guests – averaging 4.9 out of 5!
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